N-Tetradecanoyl-DL-homoserine lactone

SIGMA/10937 - ≥97.0% (HPLC)

Synonym: N-Myristoyl-DL-homoserine lactone

CAS Number: 98206-80-5
Empirical Formula (Hill Notation): C₁₈H₃₃NO₃
Molecular Weight: 311.46
MDL Number: MFCD01862913
Linear Formula: C₁₈H₃₃NO₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-10937-25MG	25 mg	$293.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

application(s)	cell analysis
assay	≥97.0% (HPLC)
color	white to slightly yellow
form	powder
InChI	1S/C18H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)19-16-14-15-22-18(16)21/h16H,2-15H2,1H3,(H,19,20)
InChI key	ZQAYHOXXVBVXPZ-UHFFFAOYSA-N
Quality Level	100
SMILES string	CCCCCCCCCCCCCC(=O)NC1CCOC1=O
storage temp.	2-8°C

Application:	Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.
Biochem/physiol Actions:	N-Tetradecanoyl-DL-homoserine lactone (C14-HSL) is among a group of homoserine lactones that includes; N-Heptanoyl-DL-homoserine lactone (C7HSL), N-octanoyl-homoserine lactone (N-C8-HSL), N-Decanoyl-DL-homoserine lactone (N-C10-HSL), N-Dodecanoyl-DL-homoserine lactone (C12-HSL), N-(3-oxodecanoyl) homoserine-L-lactone (3-oxo-C10 HSL), N-(3-oxododecanoyl)homoserine-L-lactone (3-oxo-C12-HSL), N-(3-Oxotetradecanoyl)-L-homoserine lactone (3-oxo-C14-HSL, N-(3-hydroxydecanoyl)-L-homoserine lactone, and N-(3-hydroxyoctanoyl)-L-homoserine lactone involved in the processes of bacterial quorum sensing. These N-acyl-homoserine lactones are used to study the processes and mechanisms of bacterial quorum sensing.
Biochem/physiol Actions:	N-Tetradecanoyl-DL-homoserine lactone is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella are involved in quorum sensing, cell to cell communication among bacteria. Some AHLs are potent chemoattractants for human immune cells such as neutrophils.

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥97.0% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352209

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